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Cheap Flights to Wellesley , MA from CA $169

View CA $169 flight on Mon, Sep 28, 2026Opens in a new window

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How much is the cheapest flight to Wellesley?

Prices were available within the past 7 days and start at CA $169 for one-way flights and CA $315 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

WestJet
Alaska Airlines
United
Delta
JetBlue Airways

Find the cheapest month to fly from Columbus (CMH) to Boston (BOS)

From CA $279 - CA $521 per traveller.

Frequently asked questions

What is the name of Wellesley's airport?
Logan Intl. Airport (BOS) is the major airport that serves Wellesley.
How far is BOS from central Wellesley?
Logan Intl. Airport is 24 kilometres from downtown Wellesley, so you'll have a bit of a commute into the heart of the city.
What airport is best to fly into Wellesley?
Logan Intl. Airport (BOS) is the only major airport in Wellesley. Before your flight, it's a good idea to know a thing or two about it. The terminal is located 24 kilometres from the centre of town.
How many airlines fly to Wellesley?
There are 43 air carriers connecting Wellesley with 121 airports across the world.
Which airlines fly to Wellesley?
Delta, JetBlue and American Airlines fly the most frequently to Wellesley. The majority of these flights begin in New York, with Delta offering the most services on this route.
How many nonstop flights are there to Wellesley?
With 3,070 nonstop flights running every week, you'll be touching down in Wellesley before you can ask, "Are we there yet?"
Where are the most popular flights to Wellesley departing from?
Flights to Wellesley from New York, Washington and Chicago airports are very popular.
How long is the flight to Wellesley Airport?
If it's New York you're leaving behind, you'll be in the sky for around 1 hour and 19 minutes before you touchdown in Wellesley. Runway to runway from Washington takes around 1 hour and 36 minutes and from Chicago, 2 hours and 20 minutes.
How to book the cheapest flight to Wellesley?
Don't leave locking in your flight to Wellesley until the last minute. That's one move frequent travellers use to get the best prices. Booking in advance means more choices and less expensive flights. Another fantastic way to score a bargain is to shop around. If where you're headed has a few airports, look into the cost of flying into a smaller terminal. Last but not least, be ready to lock in your seat quickly if you find an irresistible price. It might not be available for too long! With a bit of know-how and some good fortune, the ideal airfare will be yours.
Do you have any tips for my flight to Wellesley?
Depending on where you're coming from, your flight to Wellesley could be as easy as pie or it could go on forever. We've put together some useful hints that will help you start your next unforgettable escape on a positive note. What to pack in your hand luggage:
  • Travelling on a plane can be a comfortable experience if you bring the right things. First of all you'll need basic toiletries, such as a toothbrush and some deodorant, a clean set of clothes and something to read. Secondly, leave space in your hand luggage for your phone, tablet and chargers, any daily medications and perhaps a neck pillow as well. Last, but definitely not least, remember to bring your passport, travel docs and some cash.
Do not pack the following items in your hand luggage:
  • While the list of restricted items can differ between air carriers, the general guide to follow is nothing flammable, sharp or explosive. This includes screwdrivers, blades, spray paint and flares. Sporting equipment like baseball bats, and objects that could harm other people, such as pepper spray and guns, aren't allowed in the cabin either.
What to wear on a flight:
  • Comfort should be your priority when choosing what to wear during your flight. Loose clothing is a smart option, as are roomy, closed-toe shoes.
  • You've probably heard about deep vein thrombosis (DVT), a blood clot condition caused by prolonged periods of inactivity. To reduce your risk on board, drink plenty of water, consider wearing compression tights or socks and move your legs and feet often.
How to get through airport security fast when flying to Wellesley?
It's all about being prepared. We've compiled some handy tips and tricks for a fuss-free trip through airport security. Watch out Wellesley, here you come:
  • Security personnel first need to check that you have a valid ID and matching boarding pass before anything else. Keep them within easy reach.
  • Next up is the X-ray machine. Empty your pockets and remove anything that is likely to set off the alarm. This includes items like headphones or earphones, as well as bulky coats or jackets. They'll all need to go on the X-ray conveyor belt.
  • All your electronic devices, including your tablet and phone, will also need to be separately scanned.
  • Any liquids or gels, such as shampoo or hand cream, that you want to take on board must be no larger than 3.4 ounces (100 millilitres). Also, they all must fit inside a quart-size (one litre), clear zip-close bag.
  • The right choice of footwear can save you a few precious minutes. Hiking boots are often required to be removed and separately scanned. Slip-on sneakers usually aren't.
  • Avoid taking prohibited items in your carry-on bag. If you have any sharp or pointed objects, pack them safely away in your checked baggage. They won't be allowed in the cabin.

Book with confidence

Find Your Flights to Wellesley ORH

Cheap flights to Wellesley (ORH)

Get started finding a cheap flight to Wellesley on Expedia by either choosing a deal on this page or using the search bar to enter your travel dates, origin airport, and whether you want a roundtrip or one-way airfare. You can filter for flexibility, number of stops, airline, and departure/arrival times to find the best flight for you.

We recommend using the ‘Flexible Dates’ calendar at the top of the page to see the price of plane tickets on the surrounding dates. This allows you to pick the cheapest days to fly if your trip allows flexibility and score cheap flight deals to Wellesley.

Roundtrip prices range from CA $315 - CA $369, and one-ways Wellesley start as low as CA $169.

Be aware that choosing a non-stop flight can sometimes be more expensive while saving you time. And routes with connections may be available at a cheaper rate.

Airlines that fly to Wellesley (ORH)

You have several options for which airline you choose to travel with to Wellesley. There are 10 airlines flying into ORH: WestJet, American Airlines, Delta, Air Canada, JetBlue Airways, Alaska Airlines, United. 

Cheap plane tickets may be available from different airlines at different times and with unique terms. It’s best to understand the details of each airline’s offer before judging its value.

For example, if you plan to check a bag or bring a carry-on, check whether the cheap airfare deal includes a baggage allowance. If not, verify whether the baggage fee is higher than the difference of other airline plane ticket deals offering free checked/carry-on baggage in exchange for a slightly higher airfare. 

Additionally, your preferred frequent flyer membership programmes may influence your choice of cheap airline. Expedia allows you to enter your membership numbers during checkout to earn points from your airline and Expedia Rewards—all while getting a great deal and planning all your travel on one online platform.

Find the best deals

At Expedia, we source many flight deals from multiple providers, so you can easily find the best deals that are right for you. A great strategy for getting the best deals can be to make sure you book and travel at optimal times. Airfare to Wellesley (ORH) varies throughout the year based on seasonal demand. You’ll see the lowest rates for roundtrips to ORH in October and in September for one-ways.

Cancellation & flexibility

To change or cancel eligible flights, go to ‘My Trips’ and navigate to your itinerary. If you booked within the last 24 hours, you might be able to cancel your flight for free. Learn more about flight changes or cancellations from our customer service portal. Some plane tickets are available with no change fees, which you can filter for during your search.

Find Your Flights to Wellesley ORH

Travel information

Destination airport
Logan Intl.
Destination airport IATA code
BOS
Destination city name
Boston
Roundtrip price
CA $315

Trending flights to Wellesley

Prices were available within the past 7 days and start at CA $169 for one-way flights and CA $315 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

WestJet

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